tags
permangonisodiumstoykyamotoxincyclone hexanonepermanganatephenolbisulfiteadipic acidpotassium permanganatesodium bisulfitemanganese dioxidecarboncyclohexanone

video tutorial Adipic acid via oxidation of cyclohexanone

  • Goal: oxidize cyclohexanone to adipic acid using potassium permanganate in water.
  • Approach: add sodium hydroxide to shift to the phenol form and enhance oxidation; maintain controlled temperature; use 150 mL water and 32 g KMnO4 (2:1 molar ratio); slowly add cyclohexanone in several batches over ~40 minutes.
  • Procedure notes: heat initially with warm water (about 40°C) to kick off the reaction; monitor temperature with a thermometer; apply cooling (ice pack and ice water) as needed to manage exotherm; filter off manganese dioxide; clean with sodium bisulfite.
  • Workup: acidify filtrate with hydrochloric acid to generate adipic acid; chill to crystallize the product; filter and dry.
  • Result: 3.5 g adipic acid isolated (≈24% yield from 10 g cyclohexanone); product appears fairly pure but some may remain dissolved due to solubility; color/filtration issues can affect purity.
  • Precautions: reaction is slow and difficult to control; extra care required when scaling up.

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